Expanded Cyclotetrabenzoins
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Updated: Nov 22, 2025

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Andrew M Eisterhold1, Thamon Puangsamlee1, Steffen Otterbach2
1Department of Chemistry, University of Houston, 3585 Cullen Boulevard #112, Houston, Texas 77204-5003, United States.
Abstract:
Cyclobenzoins are shape-persistent macrocycles of interest in the preparation of optoelectronic and porous materials. New cyclotetrabenzoins derived from biphenyl, naphthalene, and tolane skeletons were synthesized using N-heterocyclic carbene-catalyzed benzoin condensation. Their preparation proceeded with different regioselectivity than that observed in the cyanide-catalyzed preparation of the parent cyclotetrabenzoin. Crystal structures of two new cyclotetrabenzoin acetic esters have been obtained. Alkyne groups of the tolane-based cyclotetrabenzoin were postsynthetically functionalized with Co2(CO)6 moieties.
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